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Dehydrogenative Transformations of Imines Using a Heterogeneous Photocatalyst.

Authors :
Adolph CM
Werth J
Selvaraj R
Wegener EC
Uyeda C
Source :
The Journal of organic chemistry [J Org Chem] 2017 Jun 02; Vol. 82 (11), pp. 5959-5965. Date of Electronic Publication: 2017 May 15.
Publication Year :
2017

Abstract

Heterogeneous semiconductors are underexploited as photoredox catalysts in organic synthesis relative to their homogeneous, molecular counterparts. Here, we report the use of metal/TiO <subscript>2</subscript> particles as catalysts for light-induced dehydrogenative imine transformations. The highly oxophilic nature of the TiO <subscript>2</subscript> surface promotes the selective binding and dehydrogenation of alcohols in the presence of other oxidizable and Lewis basic functional groups. This feature enables the clean photogeneration of aldehyde equivalents that can be utilized in multicomponent couplings.

Details

Language :
English
ISSN :
1520-6904
Volume :
82
Issue :
11
Database :
MEDLINE
Journal :
The Journal of organic chemistry
Publication Type :
Academic Journal
Accession number :
28485932
Full Text :
https://doi.org/10.1021/acs.joc.7b00617